Dog Sitting Cottage Grove

Book a Cottage Grove dog sitter to watch your dog in your sitter’s home or yours.

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Over 120
pet parents in Cottage Grove have booked dog sitting

Cottage Grove, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Megan S.
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Megan S.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
20 years of experience
Madison, WI, 53718

“Megan was very flexible and consistent with caring for our dogs. She communicated quickly and efficiently and the dogs appeared happy to spend time with her!”

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Anne S.
Sitter Profile Image: Morgan W.
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Morgan W.
from
$20
per visit
5.0 out of 5 stars
• 46 reviews
10 repeat clients
9 years of experience
Monona, WI, 53716

“Morgan is great with my 1 year old dog, and she's helping train good habits on their walks. She's been super helpful and reliable! I recommend her highly!”

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Tom M.
Sitter Profile Image: Olivia C.
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Olivia C.
from
$13
per visit
5.0 out of 5 stars
• 4 reviews
20 years of experience
Monona, WI, 53716

About: I’ve been around dogs my whole life as well! Between family dogs, coworkers' dogs, and dogs I get to pet on the street, I love them all! One day I hope to have a golden retriever of my own! I have a rotating schedule so I’ll have time to feed, walk, and hangout with your dogs mid week or weekend depending on the week! I live in a nice area with nice neighbors and with many places to take your pup for a walk or to a park to play fetch!

Sitter Profile Image: Tara S.
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Tara S.
from
$13
per visit
18 years of experience
Madison, WI, 53718

About: I grew up on a farm and so I handled a wide variety of animals. I’m in nursing school and want a side hustle that I will enjoy doing. I can walk dogs Monday - Friday from 5:30 on. I have my own 2 Fur babies at home. One being a 2 year old boxer and the the other being a 3 year old mix. I know a lot about animals because I grew up with them. I have worked with a vet in Wisconsin a bit too so I know how to look for signs of sickness.

Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 57 reviews
16 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Tonisha took great care of our kitties while we were on vacation! We really appreciated the photos and videos she sent every day. We would love to have her sit for us again in the future!”

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Kristin R.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 68 reviews
18 repeat clients
20 years of experience
Madison, WI, 53718

“Jackie and her family took wonderful care of our dog. Jackie was very accommodating to my care request and was communicative the entire time. I would absolutely recommend Jackie and her family!”

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Becca S.
Sitter Profile Image: Alissa W.
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Alissa W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 22 reviews
6 repeat clients
10 years of experience
Bay Creek, Madison, WI, 53715

“Alissa was great! She sent great pics, kept me in the loop on how my kitty was doing, and asked questions when she needed to. Will definitely rebook!”

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Emma H.
Sitter Profile Image: Megan T.
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Megan T.
from
$16
per visit
5.0 out of 5 stars
• 108 reviews
24 repeat clients
12 years of experience
Madison, WI, 53704

“Megan did an amazing job watching our cats and taking care of them! We appreciated how much time she spent playing with our cats and loved the detailed notes and pictures!”

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Sherif H.
Sitter Profile Image: Carley T.
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Carley T.
from
$19
per visit
5.0 out of 5 stars
• 10 reviews
5 repeat clients
20 years of experience
Westchester Gardens, Madison, WI, 53704

“My second time booking with Carley. She is an amazing pet sitter. Takes care of my boykitty like her own and is mindful of my place as well. Very professional and I highly recommend her when she is available. I dont need to worry to much if am away because she is reassuring me with amazing photos. I will book her again.”

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Richard N.
Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 37 reviews
13 repeat clients
10 years of experience
Sun Prairie, WI, 53590

“Shatoria was so great with my cats. She is very responsive and a great listener. I had a lot of changes in care instructions, and she handled everything patiently and without any issues. She kept me updated, followed all the details carefully, and made me feel completely at ease while I was away. I could tell my cats were well cared for and comfortable with her. I would absolutely trust her again and highly recommend her to anyone looking for a reliable and attentive pet sitter.”

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Duong H.
Sitter Profile Image: Lindsey D.
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Lindsey D.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 53 reviews
22 repeat clients
15 years of experience
Sun Prairie, WI, 53590

“Lindsey was professional with excellent communication. She took great care of our Eddie and sent several pictures showing us what a good time he was having ?”

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Abigail A.
Sitter Profile Image: Kylie U.
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Kylie U.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Westchester Gardens, Madison, WI, 53704

“Kylie was absolutely wonderful with our cats, Georgie and Weezy!! She was punctual, attentive, and kept us updated with photos and messages during her drop-in visits. Georgie really liked her and she tends to be more timid with strangers. We’ll definitely book with Kylie again!”

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Jody & Nick J.
Sitter Profile Image: Kiana H.
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Kiana H.
from
$22
per visit
5.0 out of 5 stars
• 62 reviews
7 repeat clients
3 years of experience
Sun Prairie, WI, 53590

“Kiana was the best! She was so good with our dogs and gave them such great attention when she did her drop in visits for us. She went above and beyond and was so intuitive, even shoveling our sidewalks and putting salt down for us when it snowed, without us even asking her to. She is a delight and handled everything very professionally. I highly recommend her, and will definitely use her again!”

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Kelly Z.
Sitter Profile Image: Anita F.
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Anita F.
from
$20
per visit
30 years of experience
Madison, WI, 53718

About: I have a lifetime of hands-on experience caring for pets, having owned and nurtured dogs, cats, and cockatiels throughout my life. I understand that every animal has its own personality, routines, and needs, and I take pride in providing attentive, compassionate care tailored to each pet. Whether it's walks, playtime, feeding, administering basic care, or simply offering companionship and reassurance, I treat every pet as if they were my own. My reliability, patience, and genuine love of animals help pets feel safe, comfortable, and well cared for while their owners are away. Because pet sitting is my primary focus, I offer a flexible schedule and reliable availability. I can adapt to your pet's routine and provide the attentive, personalized care that gives both pets and owners peace of mind. I provide pet care in the comfort and familiarity of your pet's own home, helping minimize stress and maintain their regular routine while you're away. While I do not offer overnight stays, I can accommodate multiple visits throughout the day, including mornings, afternoons, evenings, weekends, and holidays when available. Whether your pet needs feeding, walks, playtime, companionship, or basic care, I am committed to providing reliable, attentive service and plenty of love and attention during every visit.

Sitter Profile Image: Dayna V.
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Dayna V.
from
$17
per visit
5.0 out of 5 stars
• 24 reviews
6 repeat clients
25 years of experience
Stoughton, WI, 53589

“Dayna is always willing to help us out with our two dogs, even on short notice. She sends updates and follows instructions perfectly. Thanks Dayna”

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Anna & Anthony A.
Sitter Profile Image: Ndaziona N.
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Ndaziona N.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
7 years of experience
Madison, WI, 53718

About: We have a 11 year old terrier-pit mix who is a playful old girl and enjoys nurturing small Dogs. She grew up with a Chihuahua and children so she is a patient play mate. I am available for doggie daycare and boarding. Your dog will enjoy attention from me and my two kids and is welcome to join my spouse on an early morning run. We have a large fenced yard for your dog to enjoy during their stay. There is also a porch they can lounge on to soak up some sun.

Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 52 reviews
20 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

“Liz was very flexible and willing to help with my 3 pit bull/bully doggies on short notice. Very kind and understanding. Great help. Thanks Liz!”

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Julia X.
Sitter Profile Image: Lynne O.
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Lynne O.
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
30 years of experience
Fitchburg, WI, 53711

“Lynne was absolutely amazing!!! It was as so comforting knowing that our little Riley was taken so well care of while we were out with friends. The pictures and follow up notes on their time together was wonderful to receive. We will definitely be booking with Lynne again. She truly cares about our furry family members”

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Lisa S.
Sitter Profile Image: Eric &  Rachel D.
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Eric & Rachel D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 31 reviews
7 repeat clients
9 years of experience
Capitol, Madison, WI, 53703

About: Eric and Rachel share a love for their beloved Aussie-beagle Lilo and fostering rescue dogs together. We know that it is never easy to leave your beloved dog with someone new, and in a new place. As our own Lilo has struggled with separation anxiety before, we know how important it is to have a pet sitter who is present, patient, and able to cater their care towards a dog’s specific needs. Rachel has taken care of 6 different family dogs growing up, including a border collie, golden retriever, Boston terrier, 2 mixed breeds and a silky terrier. Eric has taken care of his family dog (chihuahua mix) since birth till now (11 years old). Together, we have fostered 16 rescue dogs these past two years, ranging from a high energy Great Pyrenees to 3 Border Collie puppies all at once, to a completely afraid and anxious Beagle mama and Shiba Inu mama that are recovering from very difficult situations. We have also looked after American pit bulls, a large Newfoundland, and senior doggies who have hip difficulties and special diets. Our own dog is a 3.5 year old Aussie-beagle, so we particularly love the herding dogs. :) We both have lots of experience working with dogs of all kinds of temperaments and needs, especially high energy dogs who require a lot of attention and care, and administering medication to dogs who have special needs. Rachel also loves cooking her home cooked meals for her dog, and can do that for yours too, if you need! We both work from home and have all weekends free. Our flexible schedules together allows us to bring dogs regularly on walks and to look after them consistently. We follow instructions really well, and can take care of your dog according to your requirements. We allow dogs to roam and sleep freely in our home, but we can also crate your dog easily if you prefer. We know how to work with your dog with lots of gentle care and love.

Sitter Profile Image: Tiffany D.
Verified Background Check
Tiffany D.
from
$18
per visit
15 years of experience
Mcfarland, WI, 53558

About: Animals are my passion and I love taking care of them. I grew up with dogs and cats. Some with anxiety issues, some with limiting physical issues. I definitely have experience with all the personalities our fur face family members can have. It’s very important for me to advocate for our best friends when they can’t advocate for themselves. Putting a smile on their face with a walk or a trip to the dog park or just extra pets at home is the best! I’ve been taking dogs on outings for years now. Whether it be a stroll around the neighborhood or to the local dog park. A tired dog is a good dog is my motto. I look forward to working with you! Please contact me with any questions you may have. Thanks for reading. 🦮

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The median cost per visit for dog sitting in Cottage Grove is $20

Dog parents share their Rover experiences - Cottage Grove

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5.0 out of 5 stars

Maple seemed like she had a blast even with just a short drop in! So much love and excitement, will definitely be booking with Amanda again!

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Liza H.
Drop-In Visits
5.0 out of 5 stars

Paul is amazing! He leaves great updates, and shares his love and heart with our pups while we’re away. I don’t trust anyone else with my pups!

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Jessica B.
Drop-In Visits
5.0 out of 5 stars

Christine was absolutely wonderful. She took such good care of our little guy. He was comfortable and so happy. She sent daily pics and check-ins. Would book her every time. 10/10 experience, with peace of mind while we were away!

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Ashley S.
Drop-In Visits
5.0 out of 5 stars

Darcy did a great job caring for my pup! She took the time for a meet and greet to learn about my pup and he was happy and calm when I got home. She clearly loves animals and is an experienced pet caregiver. Highly recommend Darcy!

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Marci
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog sitting - Cottage Grove

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Cottage Grove average 7
repeat dog sitting clients

FAQs for Dog Sitting - Cottage Grove

Frequently asked questions about Rover

The average cost for Dog Sitting in Cottage Grove on Rover is $18.87 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of September 2026, there are 1,528 sitters on Rover offering Dog Sitting across Cottage Grove. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Cottage Grove stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Cottage Grove choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Cottage Grove with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Cottage Grove. On Rover:

  • 90% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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